Conclusions
Reversible structural isomerization of 1,3- and 1,2-dimethylsubstituted cyclopentadienes, proceeding according to a mechanism of 1,2-shift of the methyl group from the 5-position of the cyclopentadiene ring, accompanied by the migration of the system of intracyclic double bonds, is carried out at the temperatures 400–500°. In conjunction with the 1,2-shift of hydrogen, the indicated conversion leads to the formation of an equilibrium mixture of structural isomers, containing 38% 1,3-dimethylcyclopentadienes and 62% 1,2-and 2,3-dimethylcyclopentadienes (total).
Similar content being viewed by others
Literature cited
V. A. Mironov, A. P. Ivanov, Ya. M. Kimelfeld, and A. A Akhrem, Tetrahedron Letters, 3985 (1969).
V. A. Mironov, A. P. Ivanov, Ya. M. Kimel'fel'd, and A. A. Akhrem, Izv. Akad. Nauk SSSR, Ser. Khim., 1977 (1971).
V. A. Mironov, E. V. Sobolev, and A. N. Elizarova, Dokl. Akad. Nauk SSSR,143, 1112 (1962);146, 1098 (1962); Tetrahedron,19, 1939 (1963).
V. A. Mironov, S. N. Kostina, and A. N. Elizarova, Izv. Akad. Nauk SSSR, Ser. Khim., 875 (1964).
V. A. Mironov, A. P. Ivanov, and A. A. Akhrem, Izv. Akad. Nauk SSSR, Ser. Khim., 1896 (1968).
V. A. Mironov and A. N. Elizarova, Zh. Obshch. Khim.,32, 2731 (1962).
V. A. Mironov, M. V. Mavrov, and A. N. Elizarova, Zh. Obshch. Khim.,32, 2723 (1962).
Author information
Authors and Affiliations
Additional information
For communication 36 of this series, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1978–1983, September, 1971.
Rights and permissions
About this article
Cite this article
Mironov, V.A., Ivanov, A.P., Kimel'fel'd, Y.M. et al. Cyclic unsaturated compounds. Russ Chem Bull 20, 1864–1868 (1971). https://doi.org/10.1007/BF00854407
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00854407